EP0856578A1 - Compositions de nettoyage ou de séchage à base de 1,1,1,2,3,4,4,5,5,5- décafluoropentane - Google Patents
Compositions de nettoyage ou de séchage à base de 1,1,1,2,3,4,4,5,5,5- décafluoropentane Download PDFInfo
- Publication number
- EP0856578A1 EP0856578A1 EP98400171A EP98400171A EP0856578A1 EP 0856578 A1 EP0856578 A1 EP 0856578A1 EP 98400171 A EP98400171 A EP 98400171A EP 98400171 A EP98400171 A EP 98400171A EP 0856578 A1 EP0856578 A1 EP 0856578A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition according
- cleaning
- decafluoropentane
- composition
- mee
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 50
- 238000004140 cleaning Methods 0.000 title claims description 14
- 238000001035 drying Methods 0.000 title claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 30
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims abstract description 21
- RIQRGMUSBYGDBL-UHFFFAOYSA-N 1,1,1,2,2,3,4,5,5,5-decafluoropentane Chemical compound FC(F)(F)C(F)C(F)C(F)(F)C(F)(F)F RIQRGMUSBYGDBL-UHFFFAOYSA-N 0.000 claims abstract description 4
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 7
- 239000003381 stabilizer Substances 0.000 claims description 6
- 239000004094 surface-active agent Substances 0.000 claims description 6
- 238000005238 degreasing Methods 0.000 claims description 5
- 230000002209 hydrophobic effect Effects 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 230000004907 flux Effects 0.000 description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 238000004817 gas chromatography Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000012808 vapor phase Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 230000001066 destructive effect Effects 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 229910000679 solder Inorganic materials 0.000 description 2
- 238000003466 welding Methods 0.000 description 2
- VDJMQFIODMAAEV-UWDAMKIQSA-N (z)-n-[1-[[(z)-octadec-9-enoyl]-[(z)-octadec-9-enyl]amino]propan-2-yl]octadec-9-enamide Chemical compound CCCCCCCC\C=C/CCCCCCCCN(C(=O)CCCCCCC\C=C/CCCCCCCC)CC(C)NC(=O)CCCCCCC\C=C/CCCCCCCC VDJMQFIODMAAEV-UWDAMKIQSA-N 0.000 description 1
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- FRCHKSNAZZFGCA-UHFFFAOYSA-N 1,1-dichloro-1-fluoroethane Chemical compound CC(F)(Cl)Cl FRCHKSNAZZFGCA-UHFFFAOYSA-N 0.000 description 1
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- JSZOAYXJRCEYSX-UHFFFAOYSA-N 1-nitropropane Chemical compound CCC[N+]([O-])=O JSZOAYXJRCEYSX-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000001470 diamides Chemical class 0.000 description 1
- 238000010981 drying operation Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000004971 nitroalkyl group Chemical group 0.000 description 1
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 238000004506 ultrasonic cleaning Methods 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/26—Organic compounds containing oxygen
- C11D7/261—Alcohols; Phenols
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D12/00—Displacing liquid, e.g. from wet solids or from dispersions of liquids or from solids in liquids, by means of another liquid
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/26—Organic compounds containing oxygen
- C11D7/263—Ethers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
- C11D7/5036—Azeotropic mixtures containing halogenated solvents
- C11D7/504—Azeotropic mixtures containing halogenated solvents all solvents being halogenated hydrocarbons
- C11D7/505—Mixtures of (hydro)fluorocarbons
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
- C11D7/5036—Azeotropic mixtures containing halogenated solvents
- C11D7/504—Azeotropic mixtures containing halogenated solvents all solvents being halogenated hydrocarbons
- C11D7/5059—Mixtures containing (hydro)chlorocarbons
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
- C11D7/5036—Azeotropic mixtures containing halogenated solvents
- C11D7/5068—Mixtures of halogenated and non-halogenated solvents
- C11D7/5077—Mixtures of only oxygen-containing solvents
- C11D7/5081—Mixtures of only oxygen-containing solvents the oxygen-containing solvents being alcohols only
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05K—PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
- H05K3/00—Apparatus or processes for manufacturing printed circuits
- H05K3/22—Secondary treatment of printed circuits
- H05K3/26—Cleaning or polishing of the conductive pattern
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/28—Organic compounds containing halogen
Definitions
- the present invention relates to the field of fluorinated hydrocarbons and to more particularly for subject of new compositions usable for cleaning or dry solid surfaces.
- 1,1,2-Trichloro-1,2,2-trifluoroethane (known in the trade under the designation F113) has been widely used in industry for cleaning and degreasing very diverse solid surfaces (metal parts, glass, plastics, composites).
- F113 1,1,2-Trichloro-1,2,2-trifluoroethane
- F113 has been widely used in industry for cleaning and degreasing very diverse solid surfaces (metal parts, glass, plastics, composites).
- F113 1,1,2-Trichloro-1,2,2-trifluoroethane
- F113 is most often combined with other organic solvents (for example example methanol), preferably in the form of azeotropic mixtures or quasi azeotropics which do not demix and which, when used at reflux, have appreciably the same composition in the vapor phase as in the liquid phase.
- organic solvents for example example methanol
- F113 is also used in drying operations or dewetting surfaces with hydrophobic surfactants.
- F113-based compositions are now prohibited because F113 is one of the chlorofluorocarbons (CFCs) suspected of attacking or degrade stratospheric ozone.
- CFCs chlorofluorocarbons
- F113 can be replaced by 1,1-dichloro-1-fluoroethane (known as F141b), but the use of this substitute is already regulated because, although weak, its destructive effect on ozone is not zero.
- F141b 1,1-dichloro-1-fluoroethane
- the present invention proposes replace the compositions based on F113 or F141b with compositions azeotropics or quasi azeotropics based on 1,1,1,2,3,4,4,5,5,5-decafluoropentane.
- This compound (known under the designation 43-10 mee) is completely free destructive to ozone.
- compositions to be used according to the invention comprise by weight 10 to 90% from 43-10 mee, 10 to 90% of methylene chloride, and possibly 0 to 10% of methanol.
- a particularly preferred binary composition according to the invention is that which comprises by weight 40 to 60% of 43-10 mee and 60 to 40% of methylene chloride. In this area, there is an azeotrope with a boiling point of 34.2 ° C at normal atmospheric pressure (1.013 bar).
- a ternary composition according to the invention advantageously comprises, in weight, 30 to 69% of 43-10 mee, 69 to 30% of methylene chloride and 1 to 10% of methanol. More particularly preferred is a ternary composition containing 39 at 59% of 43-10 mee, 59 to 39% of methylene chloride and 2 to 8% of methanol. In this area, there is an azeotrope with a boiling point of 33.2 ° C at normal atmospheric pressure.
- compositions according to the invention do not have a flash point in the standard determination conditions (ASTM D 3828) and therefore allow work safely.
- the cleaning compositions based on 43-10 mee according to the invention can, if desired, be stabilized against hydrolysis and / or light metals and / or radical attacks likely to occur in the processes of cleaning, by adding a usual stabilizer such as, for example, nitroalkanes (nitromethane, nitroethane, nitropropane, ...), acetals (dimethoxymethane) and ethers (1,4-dioxane, 1,3-dioxolane), the proportion of stabilizer can range from 0.01 at 5% relative to the total weight of the composition.
- a usual stabilizer such as, for example, nitroalkanes (nitromethane, nitroethane, nitropropane, ...), acetals (dimethoxymethane) and ethers (1,4-dioxane, 1,3-dioxolane)
- the proportion of stabilizer can range from 0.01 at 5% relative to the total weight of the composition.
- compositions according to the invention can be used in the same applications and according to the same techniques as the previous compositions based of F113 or F141b.
- the binary azeotropic mixture is particularly well suited for the operations of drying or dewetting surfaces when a hydrophobic surfactant soluble in the composition is used.
- a hydrophobic surfactant soluble in the composition comprising from 0.05 to 8% by weight of surfactant allows the complete elimination of water from the surfaces to be treated.
- hydrophobic surfactants there may be mentioned more particularly the diamides of general formula: in which n is an integer ranging from 2 to 6 (preferably 3) and the symbols R, R 'and R ", identical or different, each represent a fatty aliphatic chain containing 12 to 30 carbon atoms, preferably 15 to 25.
- This azeotrope used for cleaning solder flux or degreasing of mechanical parts, gives good results.
- This azeotrope used for cleaning solder flux or degreasing of mechanical parts, gives good results.
- Example 2 the above azeotropic composition can be stabilized with 0.5% dimethoxymethane.
- test circuits (standardized model IPC-B-25) are coated with flux based rosin (flux R8F from the company ALPHAMETAL) and annealed in an oven at 220 ° C for 30 seconds.
- flux based rosin flux R8F from the company ALPHAMETAL
- circuits are cleaned using the azeotropic composition of Example 3, in a small ultrasonic machine for 3 minutes by immersion and 3 minutes in the vapor phase.
- the cleaning is evaluated according to the standardized procedure IPC 2.3.26 using a precision conductivity meter.
- the value obtained, 1.9 ⁇ g / cm 2 eq.NaCl, is much lower than the ionic impurity threshold tolerated by the profession (2.5 ⁇ g / cm 2 eq.NaCl).
- 250 ml of a drying composition is prepared comprising by weight 99.8% of the binary mixture described in Example 1 and 0.2% of N, N'-dioleoyl-N-oleylpropylenediamine.
- a stainless steel grid of dimensions 5 x 3 cm is soaked in water, then is immersed for 30 seconds in the drying composition by manual stirring.
- Residual water measured by the KARL FISCHER method, indicates elimination 100% water.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Emergency Medicine (AREA)
- Health & Medical Sciences (AREA)
- Dispersion Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
Abstract
Description
Claims (10)
- Composition azéotropique ou quasi azéotropique constituée de, en poids, 10 à 90 % de 1,1,1,2,3,4,4,5,5,5-décafluoropentane, 10 à 90 % de chlorure de méthylène, et 0 à 10 % de méthanol.
- Composition selon la revendication 1 constituée par un mélange binaire de 40 à 60 % de 1,1,1,2,3,4,4,5,5,5-décafluoropentane et 60 à 40 % de chlorure de méthylène.
- Composition selon la revendication 2 sous forme d'azéotrope bouillant à 34,2°C à la pression normale.
- Composition selon la revendication 1 constituée par un mélange ternaire de 30 à 69 % (de préférence 39 à 59 %) de 1,1,1,2,3,4,4,5,5,5-décafluoropentane, 69 à 30 % (de préférence 59 à 39 %) de chlorure de méthylène et 1 à 10 % (de préférence 2 à 8 %) de méthanol.
- Composition selon la revendication 4 sous forme d'azéotrope bouillant à 33,2°C à la pression normale.
- Composition selon l'une des revendications 1 à 5 comprenant en outre au moins un stabilisant, de préférence le diméthoxyméthane.
- Composition selon l'une des revendications 1 à 5 comprenant en outre au moins un agent tensio-actif hydrophobe.
- Composition selon la revendication 7 dans laquelle la proportion pondérale d'agent tensio-actif est compris entre 0,05 et 8 %.
- Application d'une composition selon l'une des revendications 1 à 6 au nettoyage des surfaces solides, en particulier au défluxage des circuits imprimés et au dégraissage des pièces mécaniques.
- Application d'une composition selon la revendication 7 ou 8 au séchage ou démouillage de surfaces solides.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9701220 | 1997-02-04 | ||
| FR9701220A FR2759090B1 (fr) | 1997-02-04 | 1997-02-04 | Compositions de nettoyage ou de sechage a base de 1,1,1,2,3,4,4,5,5,5-decafluoropentane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0856578A1 true EP0856578A1 (fr) | 1998-08-05 |
| EP0856578B1 EP0856578B1 (fr) | 2002-11-06 |
Family
ID=9503291
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP98400171A Expired - Lifetime EP0856578B1 (fr) | 1997-02-04 | 1998-01-28 | Compositions de nettoyage ou de séchage à base de 1,1,1,2,3,4,4,5,5,5- décafluoropentane |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US5965511A (fr) |
| EP (1) | EP0856578B1 (fr) |
| JP (1) | JPH10245350A (fr) |
| KR (1) | KR100502756B1 (fr) |
| CN (1) | CN1221650C (fr) |
| AT (1) | ATE227332T1 (fr) |
| AU (1) | AU726709B2 (fr) |
| CA (1) | CA2226338C (fr) |
| DE (1) | DE69809093T2 (fr) |
| ES (1) | ES2186101T3 (fr) |
| FR (1) | FR2759090B1 (fr) |
| TW (1) | TW373021B (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000056833A1 (fr) * | 1999-03-22 | 2000-09-28 | E.I. Du Pont De Nemours And Company | Compositions de 1,1,1,3,3-pentafluorobutane, de type azeotrope |
| FR2792648A1 (fr) * | 1999-04-22 | 2000-10-27 | Atochem Elf Sa | COMPOSITIONS DE NETTOYAGE OU DE SECHAGE A BASE DE 43-10mee ET DE TRICHLORETHYLENE |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6770614B2 (en) * | 2002-06-03 | 2004-08-03 | Crc Industries, Inc. | Cleaner for electronic parts and method for using the same |
| US20090029274A1 (en) * | 2007-07-25 | 2009-01-29 | 3M Innovative Properties Company | Method for removing contamination with fluorinated compositions |
| US10273437B2 (en) | 2015-10-08 | 2019-04-30 | Illinois Tool Works Inc. | Low flammability solvent composition |
| CN106010828A (zh) * | 2016-05-26 | 2016-10-12 | 坶浮尔汽车易损件(昆山)有限公司 | 一种二氧化碳型化油器清洗剂及其制备方法 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5064560A (en) * | 1990-10-11 | 1991-11-12 | E. I. Du Pont De Nemours And Company | Ternary azeotropic compositions of 43-10mee (CF3 CHFCHFCH2 CF.sub. |
| US5196137A (en) * | 1991-10-01 | 1993-03-23 | E. I. Du Pont De Nemours And Company | Azeotropic composition of 1,1,1,2,3,4,4,5,5,5-decafluoropentane and trans-1,2-dichloroethylene, cis-1,2-dichloroethylene or 1,1-dichlorethane |
| JPH05148498A (ja) * | 1991-11-29 | 1993-06-15 | Daikin Ind Ltd | デカフルオロペンタンを含む溶剤組成物 |
| JPH05214377A (ja) * | 1992-02-05 | 1993-08-24 | Asahi Chem Ind Co Ltd | 2h,4h−パーフルオロペンタン洗浄用溶剤 |
| JPH05263310A (ja) * | 1992-03-16 | 1993-10-12 | Asahi Chem Ind Co Ltd | フラッシュ紡糸方法 |
| JPH06226005A (ja) * | 1993-02-08 | 1994-08-16 | Du Pont Mitsui Fluorochem Co Ltd | 付着水除去用溶剤組成物 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5531916A (en) * | 1990-10-03 | 1996-07-02 | E. I. Du Pont De Nemours And Company | Hydrofluorocarbon cleaning compositions |
| FR2691473B1 (fr) * | 1992-05-21 | 2002-05-17 | Atochem Elf Sa | Compositions pour le démouillage ou le dégraissage de surfaces solides. |
| JPH06266005A (ja) * | 1993-03-11 | 1994-09-22 | Kyocera Corp | ファインダに電子カメラを装着した一眼レフカメラ |
| DE69701673T2 (de) * | 1996-01-11 | 2000-11-30 | E.I. Du Pont De Nemours And Co., Wilmington | Plexifilamente aus polymermischungen |
| BE1009964A3 (fr) * | 1996-01-15 | 1997-11-04 | Solvay | Procede de fixage d'un toner dans un appareil d'impression ou de reproduction de documents et compositions utilisables dans ce procede. |
| US5762817A (en) * | 1996-04-12 | 1998-06-09 | E. I. Du Pont De Nemours And Company | Decafluoropentane compositions |
-
1997
- 1997-02-04 FR FR9701220A patent/FR2759090B1/fr not_active Expired - Fee Related
-
1998
- 1998-01-28 AT AT98400171T patent/ATE227332T1/de not_active IP Right Cessation
- 1998-01-28 ES ES98400171T patent/ES2186101T3/es not_active Expired - Lifetime
- 1998-01-28 DE DE69809093T patent/DE69809093T2/de not_active Expired - Fee Related
- 1998-01-28 EP EP98400171A patent/EP0856578B1/fr not_active Expired - Lifetime
- 1998-01-30 US US09/016,426 patent/US5965511A/en not_active Expired - Fee Related
- 1998-02-03 AU AU52913/98A patent/AU726709B2/en not_active Ceased
- 1998-02-03 CA CA002226338A patent/CA2226338C/fr not_active Expired - Fee Related
- 1998-02-04 CN CNB98106275XA patent/CN1221650C/zh not_active Expired - Fee Related
- 1998-02-04 KR KR10-1998-0003101A patent/KR100502756B1/ko not_active Expired - Fee Related
- 1998-02-04 JP JP10022481A patent/JPH10245350A/ja active Pending
- 1998-02-07 TW TW087101375A patent/TW373021B/zh not_active IP Right Cessation
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5064560A (en) * | 1990-10-11 | 1991-11-12 | E. I. Du Pont De Nemours And Company | Ternary azeotropic compositions of 43-10mee (CF3 CHFCHFCH2 CF.sub. |
| US5196137A (en) * | 1991-10-01 | 1993-03-23 | E. I. Du Pont De Nemours And Company | Azeotropic composition of 1,1,1,2,3,4,4,5,5,5-decafluoropentane and trans-1,2-dichloroethylene, cis-1,2-dichloroethylene or 1,1-dichlorethane |
| JPH05148498A (ja) * | 1991-11-29 | 1993-06-15 | Daikin Ind Ltd | デカフルオロペンタンを含む溶剤組成物 |
| JPH05214377A (ja) * | 1992-02-05 | 1993-08-24 | Asahi Chem Ind Co Ltd | 2h,4h−パーフルオロペンタン洗浄用溶剤 |
| JPH05263310A (ja) * | 1992-03-16 | 1993-10-12 | Asahi Chem Ind Co Ltd | フラッシュ紡糸方法 |
| JPH06226005A (ja) * | 1993-02-08 | 1994-08-16 | Du Pont Mitsui Fluorochem Co Ltd | 付着水除去用溶剤組成物 |
Non-Patent Citations (4)
| Title |
|---|
| DATABASE WPI Section Ch Week 9328, Derwent World Patents Index; Class E19, AN 93-224471, XP002044062 * |
| DATABASE WPI Section Ch Week 9338, Derwent World Patents Index; Class E16, AN 93-299888, XP002044061 * |
| DATABASE WPI Section Ch Week 9437, Derwent World Patents Index; Class G04, AN 94-298877, XP002044060 * |
| PATENT ABSTRACTS OF JAPAN vol. 018, no. 040 (C - 1155) 21 January 1994 (1994-01-21) * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000056833A1 (fr) * | 1999-03-22 | 2000-09-28 | E.I. Du Pont De Nemours And Company | Compositions de 1,1,1,3,3-pentafluorobutane, de type azeotrope |
| US6951835B1 (en) | 1999-03-22 | 2005-10-04 | E.I. Du Pont De Nemours And Company | Azeotrope-like compositions of 1,1,1,3,3-pentafluorobutane |
| US7531496B2 (en) | 1999-03-22 | 2009-05-12 | El And Micro Care Corp | Azeotrope-like compositions of 1,1,1,3,3-pentafluorobutane |
| FR2792648A1 (fr) * | 1999-04-22 | 2000-10-27 | Atochem Elf Sa | COMPOSITIONS DE NETTOYAGE OU DE SECHAGE A BASE DE 43-10mee ET DE TRICHLORETHYLENE |
| US6281184B1 (en) | 1999-04-22 | 2001-08-28 | Atofina | Cleaning or drying compositions based on 43-10mee and on trichloroethylene |
Also Published As
| Publication number | Publication date |
|---|---|
| KR19980071070A (ko) | 1998-10-26 |
| CN1221650C (zh) | 2005-10-05 |
| US5965511A (en) | 1999-10-12 |
| CA2226338C (fr) | 2006-06-20 |
| FR2759090A1 (fr) | 1998-08-07 |
| FR2759090B1 (fr) | 1999-03-05 |
| CN1194298A (zh) | 1998-09-30 |
| AU5291398A (en) | 1998-08-06 |
| AU726709B2 (en) | 2000-11-16 |
| JPH10245350A (ja) | 1998-09-14 |
| ATE227332T1 (de) | 2002-11-15 |
| ES2186101T3 (es) | 2003-05-01 |
| KR100502756B1 (ko) | 2005-10-21 |
| CA2226338A1 (fr) | 1998-08-04 |
| EP0856578B1 (fr) | 2002-11-06 |
| DE69809093D1 (de) | 2002-12-12 |
| TW373021B (en) | 1999-11-01 |
| DE69809093T2 (de) | 2003-07-31 |
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